35272-27-6

Basic information

• Product Name: ACIBENZOLAR ACID
• Synonyms: ACIBENZOLAR ACID;ACIBENZOLAR ACID STANDARD;1,2,3-Benzothiadiazole-7-carboxylic acid;CGA-210007;benzo[d][1,2,3]thiadiazole-7-carboxylic acid
• CAS NO: 35272-27-6
• Molecular Formula: C₇H₄N₂O₂S
• Molecular Weight: 180.18386
• Mol File: 35272-27-6.mol

Chemical Properties

• Melting Point: 260～264℃
• Boiling Point: 385.2±34.0 °C(Predicted)
• Appearance: /
• Density: 1.608±0.06 g/cm3(Predicted)
• PKA: 1.35±0.10(Predicted)
• BRN: 975928
• CAS DataBase Reference: ACIBENZOLAR ACID(CAS DataBase Reference)
• NIST Chemistry Reference: ACIBENZOLAR ACID(35272-27-6)
• EPA Substance Registry System: ACIBENZOLAR ACID(35272-27-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 35272-27-6(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
Acibenzolar Acid is used as a fungicide for the treatment of plants against fungal diseases. It activates the plant's systemic acquired resistance (SAR), enhancing its natural defense mechanisms against a wide range of pathogens. This results in improved plant health, reduced disease incidence, and increased crop yield. As a pesticide component, Acibenzolar Acid is an environmentally friendly and sustainable option for disease management in agriculture.

Upstream product

• 23621-08-1 benzo[1,2,3]thiadiazole-7-carboxylic acid methtyl ester 
• 209459-11-0 methyl 2-aminobenzo[d]thiazole-7-carboxylate 
• 192948-09-7 benzo-1,2,3-thiadiazole-5-carboxylic acid 
• 124371-61-5 methyl 2-(phenylmethylsulfanyl)-3,5-dinitrobenzenecarboxylate 
• 475096-00-5 2-(phenylmethylsulfanyl)-3,5-dinitrobenzenecarboxylic acid 
• 124371-52-4 2-benzylthio-3,5-diamino-benzoic acid methyl ester 
• 124371-57-9 2-benzylthio-3-nitrobenzoic acid methyl ester 
• 124371-58-0 Methyl 3-amino-2-benzylthiobenzoate 
• 179104-33-7 3-amino-2-isopropylthiobenzonitrile 
• 178551-27-4 2-chloro-6-nitrophenyl isopropyl sulfide 
• 179104-32-6 2-amino-6-chlorophenyl-isopropylsulfane 
• 3970-35-2 2-chloro-3-nitrobezoic acid 
• 2497-91-8 2-chloro-3,5-dinitrobenzoic acid 
• 3209-22-1 1,2-Dichloro-3-nitrobenzene 

Downstream Products

• 1313505-03-1 C₁₆H₁₁FN₂O₄S 
• 1313505-04-2 C₁₆H₁₁BrN₂O₄S 
• 1313505-05-3 C₁₆H₁₁IN₂O₄S 
• 1353586-33-0 C₁₇H₁₄N₂O₅S 
• 864237-85-4 benzo-1,2,3-thiadiazole-7-carboxylic acid 2-(2,4-dichlorophenoxyacetoxy)ethyl ester 
• 1353586-32-9 C₁₈H₁₄N₂O₄S 
• 1353586-31-8 C₁₆H₁₁N₃O₆S 
• 1353586-30-7 C₁₆H₁₁ClN₂O₄S 
• 1353586-29-4 C₁₆H₁₁FN₂O₄S 
• 23621-08-1 benzo[1,2,3]thiadiazole-7-carboxylic acid methtyl ester 
• 135158-54-2 S-methyl-benzo[1,2,3]thiadiazole-7-carbothioate 
• 124371-49-9 benzothiadiazole-7-carboxylic acid chloride 

Relevant articles and documents

Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one derivatives containing benzo[d][1,2,3]thiadiazole against Meloidogyne incognita

Based on the characteristic of benzo[d][1,2,3]thiadiazole to induce the systemic acquired resistance and improve the immunity of plants, benzo[d][1,2,3]thiadiazole was introduced into 1,2,3-benzotriazin-4-one, thirty-one novel 1,2,3-benzotriazin-4-one derivatives containing benzo[d][1,2,3]thiadiazole were designed and synthesized. Nematicidal activity showed that most of the synthesized compounds exhibited great inhibitory activity in vivo against Meloidogyne incognita at 20 mg/L. Among 31 tested compounds, A2 and A3 showed an excellent nematicidal activity with the inhibition rate of 50.4percent and 53.1percent at the concentration of 1.0 mg/L, respectively. The influence of substituent type and position was investigated. The relationship between structure and activity was also preliminary analyzed.

Derivatives of benzothiadiazole-7-carboxylates: Synthesis and biological activity

Salicylic acid (SA) and methyl jasmonate (MJ) are important plant signal molecules to cause systemic acquired resistance (SAR), while it's reported that they also have wide spectrum antitumor activities. Benzothiadiazole-7- carboxylates are plant activators which can cause SAR just like SA and MJ. To investigate whether the benzothiadiazole-7-carboxylate family is endowed with anticancer activities, several benzothiadiazole-7-carboxylate derivatives are synthesized and their inhibition to P388 murine leukemia cell and A549 human lung cancer cell compared with MJ are evaluated. The data indicated that benzo-1,2,3-thiadiazole-7-carboxylic acid 2-benzoyloxyethyl ester has a higher inhibition ability to the cancer cell P388 and A549, compared with MJ.

Process for the preparation of substituted 3-aminobenzonitriles

The invention relates to a process for the preparation of substituted 3-amninobenzonitriles, which comprises reacting the appropriate substituted 3-aminochlorobenzene with a cyano-donating reagent, and to the compounds thereby produced. The compounds are intermediates, which after further reaction, produce 1,2,3-benzothiadiazole-derivatives having plant immunizing properties.

3-amino-2-mercaptobenzoic acid derivatives and processes for their preparation

Compounds of the formula I STR1 and disulfides thereof and salts thereof are important intermediate products for the preparation of compounds having a microbicidal and plant-immunizing action, of the formula III STR2 In the compounds of the formulae I and III: X is halogen, n is 0,1,2 or 3; Z is CN, CO-A or CS-A, A is hydrogen, halogen, OR1, SR2 and N(R3)R4 ; R1 to R 4 are hydrogen, a substituted or unsubstituted, open-chain, saturated or unsaturated hydrocarbon radical containing not more than 8 carbon atoms, a substituted or unsubstituted cyclic, saturated or unsaturated hydrocarbon radical containing not more than 10 carbon atoms, substituted or unsubstituted benzyl or phenethyl, a substituted or unsubstituted alkanoyl group containing not more than 8 carbon atoms, a substituted or unsubstituted benzoyl group or a substituted or unsubstituted heterocyclyl radical; or R3 and R4, together with the nitrogen atom to which they are bonded, are a 5- or 6-membered, substituted or unsubstituted heterocyclic radical having 1-3 heteroatoms O,S and/or N. Processes for the preparation of compounds of the formula I are described.

The chemistry of benzothiadiazole plant activators

Systemic Acquired Resistance (SAR) is an inducible resistance mechanism in plants that, together with other defence mechanisms, provides broadspectrum and long-lasting disease control. With novel screening techniques the benzo[1,2,3]thiadiazole-7-carboxylic acid derivatives have been identified as a new class of chemicals which stimulate the plant's own defence mechanisms. The synthesis and biological activities of various benzo[1,2,3]thiadiazoles and related structures are described. S-Methyl benzo[1,2,3]thiadiazole-7-carbothioate is the first synthetic chemical 'plant activator' that has been developed for this novel disease control concept.

Process and a composition for immunizing plants against diseases

A method and composition for the immunization of healthy useful plants against plant diseases containing as active ingredients compounds of formula STR1 in which: X is hydrogen, halogen, hydroxy, methyl, methoxy, HOOC or MOOC; Y is hydrogen, halogen, SO3 H, SO3 M, nitro, hydroxy or amino, M being the molar equivalent of an alkali metal or alkaline earth metal ion that is formed from a corresponding base or basic compound; and Z is cyano or --CO--A; A represents either --OH or --SH, the hydrogen atom of which may also be replaced by the molar equivalent of an inorganic or organic cationic residue, or wherein A represents any other organic residue which has a molecular weight of less than 900 and which may also contain one, or more than one, hetero atom, including the salts of the phytophysiologically tolerable 7-carboxylic acid or 7-thiocarboxylic acid with primary, secondary or tertiary amines or with inorganic bases.